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Search results; 966 homes in Ashland

Top guest favourite
Guest house in Ashland
Ashland Artist Country Retreat
1 bedroom, 1 bed, 1 private bathroom
2–7 Aug
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4.96 out of 5 average rating, 146 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
4.97 out of 5 average rating, 113 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Sept
Home in Medford
Cozy Cottage
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
18–23 Jul
Guest favourite
Guest house in Ashland
Neil Creek Cottage
4.93 out of 5 average rating, 150 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Aug
Guest favourite
Home in Medford
Modern Pet-Friendly Stay | Near Downtown Medford
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Guest favourite
Boutique hotel in Ashland
Swank Suites + Private Porch Patio
4.99 out of 5 average rating, 71 reviews, 1 bed, 1 bathroom
19–24 Jul
Superhost
Tiny home in Ashland
Walk to town! Cozy Forest Teeny House
4.79 out of 5 average rating, 190 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in Medford
New 1BR House | Hot Tub | W/D | Full Kitchen
4.99 out of 5 average rating, 71 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Aug
Top guest favourite
Guest suite in Ashland
Eco-friendly Woodland Retreat
4.98 out of 5 average rating, 42 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Top guest favourite
Guest house in Ashland
Countryman-Fox Carriage House
5.0 out of 5 average rating, 287 reviews, 1 bed, 1 bathroom
18–23 Oct
Top guest favourite
Guest house in Ashland
Mindy’s Ashland Hideaway
4.9 out of 5 average rating, 182 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Room in Ashland
Wood Hamlet - Noble Forest Room Private by DownTn
4.97 out of 5 average rating, 222 reviews, 1 queen bed, 1 bathroom
31 Aug – 5 Sept
Superhost
Yurt in Ashland
Yurt in the mountains
4.9 out of 5 average rating, 50 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Farm stay in Ashland
Kelly’s Farm 4 miles to Ashland
4.93 out of 5 average rating, 811 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
Tiny home in Ashland
Geodome and tiny home combo
2 bedrooms, 1 bed, 2 bathrooms
17–22 Aug
Guest favourite
Bungalow in Ashland
Hanna's House | Downtown Retreat, Steps to OSF
5.0 out of 5 average rating, 41 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Guest suite in Ashland
Wood Hamlet - Miro Room, walk to town
4.97 out of 5 average rating, 232 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
Guest favourite
Dome in Jacksonville
The Sky Dome at Yale Creek Ranch
4.98 out of 5 average rating, 62 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Home in Ashland
Pioneer Vacation Rentals - Pioneer South
4.92 out of 5 average rating, 60 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov